Guesthouse holiday rentals in Willamette Valley

Find and book unique guesthouse rentals on Airbnb

Top-rated Guesthouses in Willamette Valley

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Top Guest favourite

A view from a balcony showcases a lush garden with well-maintained paths and diverse greenery. A gentle slope leads to a picturesque landscape, featuring trees and shrubs. In the distance, a figure can be seen tending to the garden, adding subtle activity to the serene environment.

Guesthouse in Amity

Wine Country Garden Retreat

Located in the heart of wine country, dozens of wineries within miles, the nearest across the drive "BraVuro Cellars" featuring Big, Bold Reds. 12 miles to Historical McMinnville. One hour to the Oregon Coast and Portland. Our farm offers 1.5 acres of year round specialty gardens, attracting the rare blue butterfly, Willamette Valley birds including migrating evening grosbeak. Horses, goats chickens and 3 friendly labs Enjoy our other listing at https://www.airbnb.com/h/heartofwinecountryretreat

ValueLocationWalkability

4.99 out of 5 average rating, 264 reviews

Top Guest favourite

A spacious family room is seen, featuring a mix of comfortable seating options, including a gray sectional and a light-colored armchair. A large dining table with cross-back chairs is positioned near the windows. Decorative elements include a rustic shelf and wall-mounted antlers.

Guesthouse in Dayton

Modern Farmhouse - Country living in wine country.

Escape to Oregon Wine Country! Light and bright modern farmhouse style rental . Enjoy a private suite in a detached barn with views of a country setting. King size bed with large Master suite and private patio. Queen size bed in a beautiful 2nd bedroom. Rental has a separate entrance in its own building. A 1800sf family/ rec room. Cozy fireplace, full kitchen, washer and dryer. Outdoor dining table on the patio. Located just one mile from Stoller Family & many more. Owners on site to assist

FamilyLocationAir conditioning

5.0 out of 5 average rating, 208 reviews

Top Guest favourite

Guesthouse in Salem

Charming 1 bedroom loft/barn apt with hot tub

Take it easy at this unique and tranquil getaway! Nestled in the heart of the Willamette Valley, this peaceful loft is perfect for the couple looking to relax and recharge. Enjoy our local farmers markets, or a baseball game at Volcanoes Stadium. Tour our local restaurants and wineries or see what’s happening this summer with our local music scene. Visit our many hikes and trails or float our rivers and lakes - and on and on! When you come back to the bnb, enjoy a soak in the balcony hot tub!

FamilyValueComfort

4.97 out of 5 average rating, 625 reviews

Top Guest favourite

A tranquil guest house is nestled alongside a serene river, framed by tall trees with autumn foliage. Sunlight filters through the leaves, illuminating the exterior of the house while reflecting off the calm water, creating a peaceful ambiance.

Guesthouse in Clackamas

Luxurious Riverfront GuestHouse, Sauna & HotTub.

Welcome to our Clackamas Riverfront Guest House—a peaceful riverside retreat blending rustic charm and modern comfort. Relax in your private hot tub and sauna, unwind by the fireplace, and enjoy stunning river views. Fish, kayak, or raft right from the backyard. Bedrooms include white noise machines and earplugs to help with normal traffic during commute hours on our scenic road. The guesthouse is attached but its own private unit with its own separate entrance and parking. Enjoy your stay!!

ValueLocationBathroom

4.97 out of 5 average rating, 298 reviews

Top Guest favourite

The cabin's exterior showcases a modern design with warm wood accents and a welcoming entryway. Lush greenery surrounds the structure, including ferns and small trees. A set of stairs leads to the main entrance, enhancing accessibility to this tranquil riverfront location.

Guesthouse in Stayton

Spoil yourself! Luxury Cabin on the Santiam River

Escape to our Luxury Cabin Suite, designed just for two adults, located right on the beautiful Santiam River—only 20 minutes from Salem! Whether you’re looking for a peaceful place to relax, a romantic getaway, or simply a spot to unwind, you’ll find it here… and best of all, no dishes to wash! Love the outdoors? Bring your hiking boots, fishing gear, kayak, or raft and make the most of the surroundings. Please note: Our cabin features one bed and is not suitable or equipped for children.

ValueLocationCheckout

5.0 out of 5 average rating, 608 reviews

Top Guest favourite

The exterior of a white-clad building is illuminated by soft orange light from a sunset. The structure features two garage doors and large windows reflecting the colors of the sky. Surrounding trees and rocky terrain add to the natural setting.

Guesthouse in Silverton

The Rock Tree House - A place to unwind and renew.

Welcome to the Rock Tree House! This studio apartment is the perfect get-away retreat for the outdoor enthusiast: 20 minutes to Silver Falls State Park, 2 miles from the quaint downtown Silverton, and well within driving distance of all the Willamette Valley has to offer. Enjoy your morning coffee on the private outdoor deck surrounded by beautiful trees and abundant wildlife. Our home is a safe space for all people. We welcome guests of all races, faiths, genders, and sexual orientations.

ValueLocationQuiet

4.99 out of 5 average rating, 466 reviews

Guest favourite

A spacious outdoor pool is surrounded by lush greenery and shaded areas with umbrellas. Cozy seating options are available nearby, creating an inviting spot for relaxation. The guesthouse can be seen in the background, blending harmoniously with the natural surroundings.

Guesthouse in Salem

Cottage on Natural Bird Preserve w Pool

Situated on a beautiful property with chirping birds and nature all around. It's ideal for a weekend getaway or longer stays if desired. The guesthouse is private with everything you need including a new comfortable Queen mattress and pillows, a functioning mini-kitchen, and sliding glass doors that look out onto the pool and west lawn. Ideal for guests that love birds, dogs, and a little nature getaway that’s still close to town. Pool is only available during the summer months.

FamilyValueSleep quality

4.89 out of 5 average rating, 108 reviews

Top Guest favourite

A welcoming living area features a comfortable orange sectional and a brown leather armchair positioned on a soft rug. A wooden coffee table sits in the center, surrounded by greenery and framed artworks on the walls. Natural light streams in through the adjacent door.

Guesthouse in McMinnville

The Darling Nest

Private 1 bedroom guesthouse with carport nestled in a peaceful McMinnville greenway. This spacious one level apartment is perfect for a maximum of 2 guests. Please note... It is not the best fit for families with small children. It is a clean and roomy (almost 900sq ft), well lit space with ample windows offering secluded views of a creek valley. Less than a mile from historic 3rd St, it provides a centrally located urban sanctuary ideal for a couple’s getaway or buddy retreat.

LocationValueBathroom

4.96 out of 5 average rating, 381 reviews

Top Guest favourite

The exterior of a beautifully constructed stone building is showcased, featuring elegant pillars and decorative ironwork. Flanking the entrance, manicured greenery and statues create an inviting approach. Soft lighting accents the roofline, suggesting a serene environment surrounded by trees and natural landscape.

Guesthouse in Salem

Willamette Valley Luxury Chateau

Escape! Voted as one of the Salem’s luxurious places to stay. Treat yourself to “Ritz Salem” This will likely be one of the best Airbnb experience. This place is quiet and relaxing, as you enjoy the views, nature, and time alone. Great place to celebrate your birthday or anniversary with a quiet retreat, wine tasting, or visit nearby restaurants or nature. It offers king size bed, gas fireplace, large space, full couch, high ceilings, and fast internet. No contact self-check in.

ValueLocationDecor

4.96 out of 5 average rating, 223 reviews

Guest favourite

An open-concept living area features a cozy seating arrangement with a gray couch, positioned near a fireplace. A wall-mounted TV hangs above a white mantel. The efficiency kitchen displays dark cabinets and a wooden countertop, complemented by a light fixture and decorative plants.

Guesthouse in McMinnville

The Suite Retreat in McMinnville

Gorgeous detached studio suite located less than 1 mile (0.80) from McMinnville's historic Third Street. The studio provides tiny living at its BEST with an open concept layout featuring luxurious furnishings, lighting and decor, plus a tranquil outdoor patio. WINE LOVERS PARADISE! Guests receive tasting cards for complimentary or 2-for-1 tastings to some of the best tasting rooms and wineries in McMinnville and the Willamette Valley! More photos soon!

LocationFamilyWalkability

4.95 out of 5 average rating, 117 reviews

Top Guest favourite

The entrance to the studio apartment is framed by vibrant greenery and colorful flower beds. A climbing vine adorns the exterior, while blooming plants in various colors add a welcoming touch to the surrounding landscape. The serene pathway leads to a well-kept entrance.

Guesthouse in Canby

Cozy Country Bungalow

*Cozy studio apartment on ten-acre farm. *One queen-size bed *Complete kitchen w/ range, dishwasher, microwave, refrigerator, toaster, and coffeemaker. *Large bathroom, sleeping area with queen bed, living/dining area, and washer and dryer access. *Wireless internet and wall-mounted 40" Smart TV with Netflix. *Relax on your private veranda, or go for a stroll on our 10 acre property. *Enjoy a picnic in the woods. Creek, pond, bridge, & view to enjoy.

LocationFamilyWalkability

4.96 out of 5 average rating, 225 reviews

Guest favourite

A field of lavender blooms stretches toward the horizon, with soft hues of purple under a pastel sky. The name 'Buena Vista Lavender Farm' is elegantly displayed at the center, conveying a sense of tranquility and connection to nature.

Guesthouse in Silverton

Buena Vista Guest House

Take it easy at this tranquil getaway. Stay at our beautiful lavender farm located in the rolling hills 8 miles south of Silverton Oregon. Our guesthouse is a private, quiet, and cozy get-away that is surrounded by beautiful views of the Willamette Valley and coastal range. Enjoy the quiet evenings on the private patio enjoying the amazing views! Pictures do not do it justice. This is a hidden gem.

ValueLocationHiking

4.94 out of 5 average rating, 335 reviews